| Identification | Back Directory | [Name]
4-CYCLOPROPYL-BENZOIC ACID | [CAS]
1798-82-9 | [Synonyms]
AKOS BAR-1173
4-CYCLOPROPYL-BENZOIC ACID
Benzoic acid, 4-cyclopropyl- | [Molecular Formula]
C10H10O2 | [MDL Number]
MFCD01069076 | [MOL File]
1798-82-9.mol | [Molecular Weight]
162.19 |
| Chemical Properties | Back Directory | [Melting point ]
221-224°C | [Boiling point ]
305.8±21.0 °C(Predicted) | [density ]
1.248±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [pka]
4.41±0.10(Predicted) | [color ]
Off-white |
| Hazard Information | Back Directory | [Uses]
4-Cyclopropylbenzoic Acid in a component in the perpetration of Bruton''s Tyrosine Kinase Inhibitors. | [Synthesis]
Example 8 Synthesis of 4-(2-guanidinothiazol-4-yl)phenyl 4-cyclopropyl benzoate (13f) Procedure:(a) Preparation of 4-cyclopropyl benzoate. Coumaric acid (2.63 g, 18.74 mmol) was mixed with cyclopropyl acetylene (1.24 g, 18.74 mmol) in diethylene glycol dimethyl ether and the reaction mixture was refluxed for 36 hours. After completion of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure. The resulting crude product was recrystallized in ethanol (EtOH) to give 1.26 g of 4-cyclopropylbenzoic acid in 42% yield. The product was characterized as follows: 1HNMR (DMSO-d6): δ7.81 (d, J=8.4 Hz, 2H), 7.16 (d, J=8.4 Hz, 2H), 1.97 (sept, J=5.1 Hz, 1H), 1.01 (m, 2H), 0.74 (m, 2H). 13CNMR (DMSO-d6): δ167.24 ,149.51,129.32,127.65,125.19,15.25,10.37. | [References]
[1] Patent: WO2009/146013, 2009, A1. Location in patent: Page/Page column 61 |
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